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Clutterbuck grew up playing minor hockey for his hometown Welland Tigers in the Ontario Minor Hockey Association's (OMHA) South Central AAA League. After his Bantam season, he played one year with the Welland Cougars Jr.B. club of the OHA in 2002–03.

In the early months of the 2008–09 Aeros season, Clutterbuck was again called up to play with the Wild. He instantly became a fan favorite and did not return to the Aeros, playing in 78 games with the Wild. On November 24, 2008, he scored his first NHL goal against José Théodore of the Washington Capitals, scoring two goals in the game.[3] Clutterbuck broke the NHL record for hits in the 2008–09 season with 356, in a game against the New York Islanders. The previous record was 311, set by Dustin Brown of the Los Angeles Kings.[4] The record was broken in 2012 by Matt Martin, a future teammate of his on the Islanders.

On June 30, 2013, during the 2013 NHL Entry Draft, Clutterbuck, as a restricted free agent, was traded from the Wild to the Islanders along with a third-round draft pick in exchange for forward Nino Niederreiter.[5] During the 2014–15 season, Clutterbuck was named as an alternate captain for the team after Kyle Okposo was sidelined with an eye injury.[6]

On April 25, 2015, Clutterbuck scored what would turn out to be the final goal in the history of the Nassau Veterans Memorial Coliseum with 0:53 remaining in the third period as the Islanders won Game 6 of their first-round playoff series against the Capitals, 3-1, to extend the series to a seventh game. The Islanders would eventually lose Game 7 to the Capitals two nights later.